58 Randolph Rd, Brookline, MA 02467
OFF MARKET

58 Randolph Rd
Brookline, MA 02467

Chestnut Hill
  • 4 Beds
  • 4 Baths
  • 4,845 sqft (on 0.31 acres)

$3,642,000

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $21,518/mo*
Refinance Your Home

$3,642,000

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $21,518/mo*
Refinance Your Home
4 Beds
4 Baths
4,845 sqft
(on 0.31 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Set on beautifully manicured grounds in Chestnut Hill, this stunning residence, with high ceilings, many windows, and hardwood floors, has been meticulously updated. The expansive main level features an oversized living room with a fireplace; a four-season sunroom; a custom kitchen with a breakfast bar, a pantry, top-of-the-line appliances; and a elaborate family room with a cathedral ceiling, custom details, wall of windows, and a door opening to the backyard. A dining room, an office, a half bathroom, a porch, and access to the two-car garage complete this level. The second floor is comprised of a private master bedroom with a full bathroom and ample closet space, three other large bedrooms, a full bathroom, and laundry. The lower level, with direct outdoor access, has a play room and a family room. Amenities include radiant heat and updated air-conditioning and gas systems. This property is in the Heath School district, close to The Street, "T" station, and Route 9.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 58 Randolph Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: StuccoPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1928Year Updated: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.31 acres

Price History for 58 Randolph Rd

DatePriceEventSource
03/06/2020$2,450,000Sold
N/A
01/21/2020$2,495,000Listed For SaleAgent Provided
11/09/2016$2,100,000Sold
N/A
09/23/2016$2,250,000PendingAgent Provided
07/11/2016$2,250,000PriceChange
Agent Provided
05/03/2016$2,295,000PriceChange
Agent Provided
04/08/2016$2,450,000PendingToActiveAgent Provided
04/08/2016$2,450,000PendingAgent Provided
04/05/2016$2,450,000Listed For SaleAgent Provided
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$31,224
Assessment$3,163,500
Home facts updated by county records

Comparable Sales for 58 Randolph Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
401 Heath St, Brookline, MA
0.07
Single-Family Home
$2,750,000
06/11/25
5
3.5
4,028
35 Jefferson Rd, Brookline, MA
0.02
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
37 Randolph Rd, Brookline, MA
0.05
Single-Family Home
$2,650,000
06/17/25
5
4.5
3,430
409 Heath St, Brookline, MA
0.07
Single-Family Home
$3,475,000
06/06/25
5
3.5
3,500
76 Norfolk Rd, Brookline, MA
0.13
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
811 Hammond St, Brookline, MA
0.56
Single-Family Home
$2,345,000
06/10/25
4
3.5
3,205
533 Hammond St, Newton, MA
0.43
Single-Family Home
$3,550,000
06/20/25
5
5.5
5,772
530 Clinton Rd, Brookline, MA
0.53
Single-Family Home
$3,250,000
07/15/25
6
3.5
4,033
167 Willard Rd, Brookline, MA
0.59
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
170 Reservoir Rd, Brookline, MA
0.48
Single-Family Home
$2,850,000
06/05/25
5
3
3,146

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 58 Randolph Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 40 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say streets are well-lit

  • 70 % Say yards are well-kept

  • 70 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 65 % Say parking is easy

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 58 Randolph Rd

Skip to last item
Skip to first item

Off Market Homes Near 58 Randolph Rd

Skip to last item
Skip to first item

Homes for rent near 58 Randolph Rd

Skip to last item
Skip to first item
58 Randolph Rd, Brookline, MA 02467 is a 4 bedroom, 5 bathroom, 4,845 sqft single-family home built in 1928. 58 Randolph Rd is located in Chestnut Hill, Brookline. This property is not currently available for sale. 58 Randolph Rd was last sold on Mar 6, 2020 for $2,450,000. The current Trulia Estimate for 58 Randolph Rd is $3,642,000.